24385-10-2
Chemical Structure
Doxorubicinone
Synonym(s): Adriamycin aglycone; Adriamycinone
- CAS No.: 24385-10-2
- Formula:C21H18O9
- Molecular Weight:414.36
IUPAC Name: (8S,10S)-6,8,10,11-tetrahydroxy-8-(2-hydroxyacetyl)-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione
InChIKey: IBZGBXXTIGCACK-CWKPULSASA-N
SMILES: OC1=C(C2=C(C(C3=O)=C1C(C4=CC=CC(OC)=C34)=O)O)C[C@](O)(C[C@@H]2O)C(CO)=O
Biological Activity: Doxorubicinone (Adriamycin aglycone) is the aglycone of the antibiotic Doxorubicin (HY-15142A), i.e., its sugar-free parent nucleus structure. Doxorubicinone does not induce DNA damage or bind to RelA, but still downregulates the expression of pro-inflammatory cytokines (such as TNF, IL-12, etc.) regulated by the NF-κB pathway. Doxorubicinone can be used in sepsis-related research[1][2][3].
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Doxorubicinone | 98.29% | Doxorubicinone (Adriamycin aglycone) is the aglycone of the antibiotic Doxorubicin (HY-15142A), i.e., its sugar-free parent nucleus structure. Doxorubicinone does not induce DNA damage or bind to RelA, but still downregulates the expression of pro-inflammatory cytokines (such as TNF, IL-12, etc.) regulated by the NF-κB pathway. Doxorubicinone can be used in sepsis-related research. | ||||||||||||||||||||
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Doxorubicinone (Standard) | ≥98% | Doxorubicinone (Adriamycin aglycone) (Standard) is the analytical standard of Doxorubicinone. This product is intended for research and analytical applications. Doxorubicinone is the aglycone of the antibiotic Doxorubicin (HY-15142A), i.e., its sugar-free parent nucleus structure. Doxorubicinone does not induce DNA damage or bind to RelA, but still downregulates the expression of pro-inflammatory cytokines (such as TNF, IL-12, etc.) regulated by the NF-κB pathway. Doxorubicinone can be used in sepsis-related research. | ||||||||||||||||||||
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References
- [1]. Chora AF, et al. DNA damage independent inhibition of NF-κB transcription by anthracyclines. Elife. 2022;11:e77443. Published 2022 Dec 7. [Content Brief]
- [2]. Tartakoff SS, et al. Investigations into the DNA-binding mode of doxorubicinone. Org Biomol Chem. 2019;17(7):1992-1998. [Content Brief]
- [3]. Qian L, et al. Identification of Gut Bacterial Enzymes for Keto-Reductive Metabolism of Xenobiotics. ACS Chem Biol. 2022;17(7):1665-1671. [Content Brief]
